Methanol → 4-Ethynylphenol

HRID 1281638Notes

Reaction equation

HRID 1281638 reaction equation
C([O:5][C:6]1[CH:13]=[CH:12][C:9]([CH:10]=[CH2:11])=[CH:8][CH:7]=1)(C)(C)C.CO>>[CH:11]#[C:10][C:9]1[CH:12]=[CH:13][C:6]([OH:5])=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 887MethanolHCID 5775311-(Tert-butoxy)-4-ethenylbenzene

Product 1

HCID 327584-Ethynylphenol

Procedure

A 1-liter flask was charged with 500 ml of tetrahydrofuran as a solvent and 0.01 mol of sec-butyl lithium as an initiator. To the solution at −78° C. was added 30 g of p-tert-butoxystyrene. With stirring, polymerization reaction was effected for 30 minutes. The reaction solution turned red. For producing a branched polymer, 0.005 mol of p-chloromethylstyrene was added to the reaction solution whereupon reaction was effected for 5 minutes. The reaction solution was red. Further 15 g of p-tert-butoxystyrene was added. With stirring, polymerization reaction was effected for 30 minutes. Polymerization was stopped by adding 0.1 mol of methanol to the reaction solution.

Workup

  1. additionwas added to the reaction solution whereupon reaction
  2. custompolymerization reaction
  3. waitwas effected for 30 minutes
  4. customPolymerization

Sources & evidence

ORD record
ord-2ac4fcace8f5483cb1592a6537f71ddc
Source dataset
uspto-grants-2002_09
Patent number
US06455223B1

Reaction notes

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